Grundinformationen
- CAS
483-63-6- Standard-SMILES
CC=CC(=O)N(CC)c1ccccc1C- InChIKey
DNTGGZPQPQTDQF-UHFFFAOYSA-N- Summenformel
- C13H17NO
- Durchschnittliche Molmasse
- 203,28 g/mol
- Monoisotopische Masse
- 203,13101417
Überblick
Crotamiton is a scabicidal and antipruritic agent available as a cream or lotion for topical use only. It is a colorless to slightly yellowish oil, having a faint amine-like odor. It is miscible with alcohol and with methanol.
Namen und Bezeichner
- Bevorzugter Name
- Crotamiton
- IUPAC
- N-ethyl-N-(2-methylphenyl)but-2-enamide
- Lokaler Name
- N-Ethyl-N-(2-methylphenyl)-2-butensäureamid
- Englischer Name
- Crotamiton
- Summenformel
- C13H17NO
- Molmasse
- 203.28
Namen und Synonyme
CrotanN-ethyl-N-(2-methylphenyl)but-2-enamideDTXSID6040664CrotamitoneCrotalginCrotamitonumD6S4O4XD0HDTXCID4020664CHEBI:31439NSC-758951RefChem:58614N-ethylcrotono-o-toluidide
Weitere Namen anzeigen
N-ETHYL-O-CROTONOTOLUIDIDEn-ethyl-n-(2-methylphenyl)-butenamideEurasilEuraxilVeteusanCrotamtexVet-eusanClomitone
207-596-32-Butenamide, N-ethyl-N-(2-methylphenyl)-483-63-6Crotamitoncrotonyl-N-ethyl-o-toluidineEuraxCrotamiton (Cis/Trans Mixture)N-ethyl-N-(o-tolyl)but-2-enamide
Datenbank-Bezeichner
- CAS
483-63-6- PubChem CID
- 2883
- DTXSID
DTXSID6040664- ChEMBL
CHEMBL3183440- EC Number
- 207-596-3
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,8
- Polarare Oberfläche (TPSA)
- 20,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 15
- Formalladung
- 0
- Komplexität
- 235
Experimentelle und physikochemische Eigenschaften
LogP2.9
Solubility3.53e-01 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Melting Point
< 25 °C
< 25 °C
Physical DescriptionSolid
Collision Cross Section157.0 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID6040664]
Physikochemische Eigenschaften
- Schmelzpunkt
- 25 °C · 25°C
- Siedepunkt
- 153 · 153-155 °C/13 mmHg (lit.)
- Dichte
- 0.987 g/mL · 0.987 g/mL at 25 °C (lit.)
- Brechungsindex
- 20 · n 20/D 1.54 (lit.)
- Flammpunkt
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 52 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Other Safety InformationIMAP assessments - 2-Butenamide, N-ethyl-N-(2-methylphenyl)-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 2924296000
- RTECS-Nr.
- GQ7000000
- risk_code
- 22-36/38-43
- hazard_code
- Xn
- safety_code
- 26-36
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Pharmakologische Informationen
ATC CodeQP - Antiparasitic products, insecticides and repellents
Pharmacodynamics
Crotamiton is usually used to treat pruritis (itching of the skin) caused by scabies or sunburn. Crotamiton relieves itching by producing what is called a counter-irritation. As crotamiton evaporates from the skin, it produces a cooling effect. This cooling effect helps to divert your body's attention away from the itching. Due to this cooling effect it is also effective for the relief of sunburn. The drug is also believed to kill scabies through an unknown mechanism.
Mechanism of Action
Crotamiton is an antiparasitic that is toxic to the scabies mite. Crotamiton also relieves itching by producing what is called a counter-irritation. As crotamiton evaporates from the skin, it produces a cooling effect. This cooling effect helps to divert your body's attention away from the itching.
MeSH Pharmacological ClassificationChemicals used to destroy pests of any sort. The concept includes fungicides (FUNGICIDES, INDUSTRIAL); INSECTICIDES; RODENTICIDES; etc.
Absorption, Distribution and Excretion10 % absorbed when applied locally.
Cellular LocationsMembrane
Verwendung und Herstellung
UsesUse (kg; approx.) in Germany (2009): >100
Anwendungen
BeschreibungCrotamiton is available as a 10% cream for the treatment of scabies, although it is less effective than pyrethrins or permethrin. Because crotamiton may need to be applied a second time for successful treatment of scabies but the pyrethrins or permethrin require a single application, poor patient compliance with crotamiton may reduce its effectiveness. The advantage of crotamiton over lindane comes from the fact that lindane has potential neurotoxicity if absorbed especially in infants and children, whereas crotamiton has less systemic neurotoxicity.
Zugehörige Reaktionen
0
Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.
Notizen zur Verbindung
Wird geladen…